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181 Georgetown Rd, Weston
$1,249,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24201546 MLS
Welcome to 181 Georgetown Road, a timeless Weston antique dating back to 1820 that beautifully blends historic character with modern comfort. Rich in period charm and thoughtfully updated for today's lifestyle, this inviting 4/5-bedroom, 3.5-bath residence offers nearly 3,000 square feet of living space set amidst picturesque grounds designed for year-round enjoyment. Inside, original architectural details and warm, welcoming spaces reflect the home's historic roots, while thoughtful updates provide modern convenience. Three renovated baths seamlessly combine classic style with contemporary finishes, while spacious living and entertaining areas offer flexibility for everyday living, gatherings with friends, and special occasions. Outdoor living is equally impressive. A spectacular solar-heated pool creates a private summer retreat, surrounded by mature landscaping and expansive grounds that enhance the property's peaceful setting. The barn is a standout feature, offering exceptional versatility with two-car garage parking, abundant storage, and exciting future potential for a finished second-floor loft, studio, office, gym, or guest space. Ideally located just minutes from the Cannondale train station for convenient access to New York City, as well as nearby shopping, dining, and local amenities, this special property offers the rare opportunity to enjoy the character and craftsmanship of a historic home while benefiting from updates that support modern living.

181 Georgetown Rd, Weston

56 Portland Ave Unit 3, Redding
$394,900
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194246 MLS ⋅ Georgetown Place BLDG.
NEW PRICE - $394,900! Spacious, Sun-Filled Condo with Exceptional Loft Flexibility! Looking for more space without the price tag of a traditional two-bedroom? This charming Georgetown condo offers a bright, open layout plus a generously sized loft with endless possibilities. Vaulted ceilings and abundant natural light create an airy, inviting main living space, while the expansive loft provides valuable additional square footage that can be customized to suit your lifestyle. Use it as a home office, guest retreat, gym, creative space, or create a dedicated sleeping area with added separation for greater privacy. There is plenty of room to design the space around your needs. The main level features an open-concept living and dining area, updated kitchen appliances, and a spacious primary bedroom with a walk-in closet. An exceptionally large private storage unit provides even more room for everything you want to keep close at hand. Recent improvements include a 2025 heating system, electric heat pump and hot water heater; 2024 exterior painting; 2023 range and microwave; and 2022 dishwasher and washer/dryer. If you're searching for a home that offers the feel and flexibility of significantly more living space, this is one you won't want to overlook. Come see how the versatile loft can transform the way you live!

56 Portland Ave Unit 3, Redding

25 Sunset Hill Rd, Wilton
$1,250,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24189843 MLS
Nestled on a picturesque one-acre property in Wilton's desirable neighborhood, this beautifully updated Colonial offers the perfect blend of timeless charm, modern design, & exceptional functionality. The home showcases quality craftsmanship, an open-concept layout, & thoughtfully designed living spaces ideal for today's lifestyle The heart of the home is a stunning gourmet kitchen featuring premium cabinetry, quartz countertops, stainless steel appliances, center island, and seamless flow into the dining and family rooms-perfect for both everyday living and effortless entertaining. Sun-filled interiors, hardwood floors, elegant finishes, and a warm, inviting fireplace creates an atmosphere that feels both sophisticated & comfortable The spacious primary suite serves as a private retreat with a luxurious bathroom & closet space, while the additional bedrooms are generously sized. The lower level provides flexible living space ideal for a rec room, home office, fitness area, or guest suite Outside enjoy the tranquility of professional landscaping offering privacy, ample lawn space for play, and room to relax or entertain. The peaceful setting feels worlds away while remaining just minutes from Georgetown Village, Branchville Metro-North, Route 7, award-winning schools, shopping, dining, & countless outdoor recreation opportunities Move-in ready and meticulously maintained, this home delivers the perfect combination of modern comfort, quality updates, & unbeatable location

25 Sunset Hill Rd, Wilton

299 Redding Rd, Redding
$859,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24181978 MLS
Back on the market with a fresh new lawn, this completely move-in ready home blends timeless architectural character with the seamless luxury today's lifestyle demands. The gourmet chef's kitchen boasts a stunning waterfall quartz island and high-end appliances. The open-concept main level features two living rooms with beautiful fireplaces and a spacious dining room, along with a first-floor bedroom-ideal for guests or a home office-and a mudroom with a laundry area. Upstairs, the expansive primary suite serves as a true private retreat, featuring a generous walk-in closet and a spa-like bathroom. Two additional bedrooms on this level provide ample space for family or guests. The finished, versatile attic showcases cathedral ceilings and currently serves as a family room and gym, offering endless possibilities for your lifestyle needs. The finished walk-out basement is an entertainer's dream, complete with a wet bar, built-in speakers, and a contemporary powder room. Outside, enjoy a spacious deck, while a two-car attached garage and semi-circular driveway accommodate multiple vehicles. Perfectly positioned in the desirable Georgetown neighborhood, this home offers peaceful wooded surroundings with convenient access to shopping, dining, and major routes.

299 Redding Rd, Redding

23 Church St, Wilton
$849,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24179285 MLS
Back on the market through no fault of the home! Due to the previous buyers' inability to close, this exceptional property is available once again. Nestled in Wilton's Historic District, this beautifully updated 3-bedroom, 1.5-bath antique Colonial has been featured in The New York Times, Realtor.com, & Homes.com for its distinctive character & timeless appeal. Just a short stroll to Georgetown's restaurants, cafes, & Caraluzzi's Market; minutes from both Wilton and Ridgefield town centers, this home offers the perfect blend of history, charm, & convenience. Sunlight pours through oversized windows, illuminating the open floor plan, wide-plank floors, & updated kitchen with granite countertops. French doors lead to a stone patio overlooking 1.49 professionally landscaped acres with classic stone walls, native gardens, & serene outdoor spaces. The dining room features large, dramatic windows & a skylight, while the spacious living/family room offers a cozy reading or music nook with a wood stove. A main-level laundry room & half bath add convenience. Upstairs, the primary bedroom boasts a large walk-in closet, complemented by two additional bedrooms with charming built-ins & a vintage-inspired full bath. Listed on the National Register of Historic Places, the property is also part of the Pollinator Pathway Project & a Certified National Wildlife Habitat. City water, privacy, & easy access to Route 7, Metro-North, shopping, and dining complete this rare offering.

23 Church St, Wilton

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